ABSTRACT
Five chromone glycosides were isolated from the water-soluble portions of 70% EtOH extract of the roots of Saposhnikovia divaricata, including two new chromone glycosides 1 and 2. The structures of the chromone glycosides were identified as (3'S)-3'-O-ß-d-apiofuranosyl-(1 â 6)-ß-d-glucopyranosylhamaudol (1), (2'S)-4'-O-ß-d-apiofuranosyl-(1 â 6)-ß-d-glucopyranosylvisamminol (2), 3'-O-glucopyranosylhamaudol (3), 4'-O-ß-d-glucopyranosylvisamminol (4), and 4'-O-ß-d-glucopyranosyl-5-O-methylvisamminol (5) on the basis of extensive spectroscopic methods, and the absolute configurations of the new compounds were elucidated by the electronic circular dichroism (ECD) calculation and acid hydrolysis. The cytotoxic activities of the glycosides 1 - 5 against three human cancer cell lines (PC-3, SK-OV-3, and H460) were evaluated. The result showed that compounds 1 - 5 had weak cytotoxic activities against the human cancer cell lines with IC50 values in the range of 48.54 ± 0.80 - 94.25 ± 1.45 µm.
Subject(s)
Chromones/isolation & purification , Glycosides/chemistry , Plant Roots/chemistry , Apiaceae , Cell Line, Tumor , Chromones/chemistry , Drug Screening Assays, Antitumor , Ethanol/chemistry , Humans , Plant Extracts/chemistry , Spectrum Analysis/methodsABSTRACT
OBJECTIVE: To study the chemical constituents in bark of Larix olgensis var. koreana. METHOD: The compounds were isolated with silica gel column chromatography and their structures were elucidated on the basis of spectral analysis (IR, EI-MS, 1H-NMR, 13C-NMR). RESULT: Eight compounds were isolated and identified as isopimaric acid (I), beta-sitosterol (II), 24R,5alpha-stigmast-3,6-dione (III), larixol (IV), ferulic acid (V), lariciresinol (VI), secroisolariciresinol (VII) and isolariciresinol (VIII). CONCLUSION: All the compounds were isolated from this plant for the first time.
Subject(s)
Carboxylic Acids/isolation & purification , Furans/isolation & purification , Larix/chemistry , Lignans/isolation & purification , Phenanthrenes/isolation & purification , Plants, Medicinal/chemistry , Carboxylic Acids/chemistry , Furans/chemistry , Lignans/chemistry , Phenanthrenes/chemistry , Plant Bark/chemistry , Sitosterols/chemistry , Sitosterols/isolation & purificationABSTRACT
From the roots of Patrinia scabra two new iridoids, 3-methylbutyric acid 7-hydroxy-7-hydroxymethyl-4-(3-methyl-butyryloxymethyl)-6-oxo-1,6,7,7a-tetrahydrocyclopenta[c]pyran-1-yl ester (1) and 6-hydroxy-7-methylhexahydrocyclopenta[c]pyran-3-one (2) have been isolated. Their structures were determined by means of NMR spectra and X-ray crystallographic analysis.
Subject(s)
Iridoids/chemistry , Patrinia/chemistry , Iridoids/isolation & purification , Molecular Conformation , Molecular StructureABSTRACT
Nine new triterpenoid saponins were isolated from the bulbs of Bolbostemma paniculatum (Maxim.) Franquet (Cucurbitaceae): 7beta,18,20,26-tetrahydroxy-(20S)-dammar-24 E-en-3-O-alpha-L-(3-acetyl)arabinopyranosyl-(1-->2)-beta-D-glucopyranoside, 7beta,18,20,26-tetrahydroxy-(20S)-dammar-24E-en-3-O-alpha-L-(4-acetyl)arabinopyranosyl-(1-->2)-beta-D-glucopyranoside, 7beta,18,20,26-tetrahydroxy-(20S)-dammar-24E-en-3-O-alpha-L-arabinopyranosyl-(1-->2)-beta-D-(6-acetyl)glucopyranoside, 7beta,20,26-trihydroxy-(20S)-dammar-24E-en-3-O-alpha-L-arabinopyranosyl-(1-->2)-beta-D-glucopyranoside, 7beta,20,26-trihydroxy-(20S)-dammar-24E-en-3-O-alpha-L-(3-acetyl)arabinopyranosyl-(1-->2)-beta-D-glucopyranoside, 7beta,20,26-trihydroxy-(20S)-dammar-24E-en-3-O-alpha-L-(4-acetyl)arabinopyranosyl-(1-->2)-beta-D-glucopyranoside, 7beta,20,26-trihydroxy-8-formyl-(20S)-dammar-24E-en-3-O-alpha-L-(3-acetyl)arabinopyranosyl-(1-->2)-beta-D-glucopyranoside, 7beta,20,26-trihydroxy-8-formyl-(20S)-dammar-24E-en-3- O-alpha-L-(4-acetyl)arabinopyranosyl-(1-->2)-beta-D-glucopyranoside and 6'-O-palmitoyltubeimoside I. In addition, four known triterpenoid saponins: tubeimoside I, tubeimoside II, tubeimoside III and tubeimoside IV were isolated. The structures of the above compounds were elucidated based on spectroscopic studies, and the configuration of C-20 of tubeimoside IV was revised as S rather than R as reported in previous literature. The compounds were tested for their antiviral activity
Subject(s)
Antiviral Agents/pharmacology , Cucurbitaceae , Herpesvirus 1, Human/drug effects , Phytotherapy , Plant Extracts/pharmacology , Saponins/pharmacology , Triterpenes/pharmacology , Acyclovir/pharmacology , Animals , Antiviral Agents/administration & dosage , Antiviral Agents/chemistry , Antiviral Agents/therapeutic use , Chlorocebus aethiops , Microbial Sensitivity Tests , Plant Extracts/administration & dosage , Plant Extracts/chemistry , Plant Extracts/therapeutic use , Saponins/administration & dosage , Saponins/chemistry , Saponins/therapeutic use , Triterpenes/administration & dosage , Triterpenes/chemistry , Triterpenes/therapeutic use , Vero Cells/drug effectsABSTRACT
OBJECTIVE: To develop an HPLC method for determining flavoniod-glycosides in Yixintong pills. METHOD: Agilent ZORBAX Extend-C18 (4.6 mm x 250 mm, 5 microm) was used with tetrahydrofuran-methanol-acetonitrile-water-acetic acid (30:3:4:120:3) as mobile phase. Detection wavelength was 330 nm. RESULT: Good linearities of rhamnosylvitexin and vetexin-glucoside were obtained within the range of 0.044-1.78 microg (r = 0.9999) and 0.042-0.85 microg (r = 0.9999); the average recoveries were 100.0% and 99.2%; RSD were 0.92% and 1.8%, respectively. CONCLUSION: This method can be used for quality control of Yixintong pills.
Subject(s)
Apigenin/analysis , Crataegus/chemistry , Drugs, Chinese Herbal/chemistry , Plants, Medicinal/chemistry , Chromatography, High Pressure Liquid , Drugs, Chinese Herbal/administration & dosage , Drugs, Chinese Herbal/isolation & purification , Plant Leaves/chemistry , Quality ControlABSTRACT
OBJECTIVE: To investigate the chemical constituents of the bulbs of Bolbostemma panicultum. METHOD: The compounds were isolated by column chromatography on silica gel, C18, Sephadex LH-20 separately and their structures were elucidated by chemical and spectroscopic technologies. RESULT: Eight compounds were isolated and identified as maltol(I), emodin(II), cucurbitacin B(III), cucurbitacin E(IV), stigmasta-7, 22, 25-triene-3-ol(V), stigmasta-7, 22, 25-triene-3-nonadecanoic acid ester(VI), stigmasta-7, 22, 25-triene-3-O-beta-D-glucopyranoside(VII), stigmasta-7, 22, 25-triene-3-O-beta-D-(6'-palmitoyl) glucopyranoside(VIII). CONCLUSION: I-VIII were obtained from this plant for the first time; VI and VIII are new compounds.
Subject(s)
Cucurbitaceae/chemistry , Plants, Medicinal/chemistry , Saponins/isolation & purification , Stigmasterol/analogs & derivatives , Stigmasterol/isolation & purification , Emodin/chemistry , Emodin/isolation & purification , Molecular Structure , Plant Roots/chemistry , Saponins/chemistry , Stigmasterol/chemistry , Triterpenes/chemistry , Triterpenes/isolation & purificationABSTRACT
AIM: To study the lignans from Patrinia scabra Bunge. METHODS: The constituents were separated and purified by column chromatography with silical gel, RP-silical gel and Sephadex LH-20. Their structures were identified on the basis of spectral data (IR, MS, 1HNMR, 13CNMR, HMQC and HMBC). RESULTS AND CONCLUSION: A new lignan was obtained and its structure was elucidated as 4-[1-ethoxyl-1-(4-hydroxy-3-methoxy)benzyl]methyl- 2-(4-hydroxy-3-methoxy)benzyl-3-hydroxymethyl-tetrahydro-furan (2), along with three known lignans, lariciresinol (1), isolariciresinol (3) and nortracheloside (4).
Subject(s)
Furans/isolation & purification , Guaiacol/isolation & purification , Patrinia/chemistry , Furans/chemistry , Guaiacol/analogs & derivatives , Guaiacol/chemistry , Lignans/chemistry , Lignans/isolation & purification , Lignin/chemistry , Lignin/isolation & purification , Molecular Structure , Naphthols/chemistry , Naphthols/isolation & purification , Plant Roots/chemistry , Plants, Medicinal/chemistryABSTRACT
Three pyrrole alkaloids were isolated from Bolbostemma paniculatum. Their structures were elucidated as 4-(2-formyl-5-methoxymethylpyrrol-1-yl)butyric acid methyl ester (1), 2-(2-formyl-5-methoxymethylpyrrol-1-yl)-3-phenylpropionic acid methyl ester (2) and alpha-methyl pyrrole ketone (3) by spectroscopic techniques. Among them, 1 and 2 are new compounds.
Subject(s)
Butyrates/chemistry , Plants, Medicinal/chemistry , Propionates/isolation & purification , Pyrroles/chemistry , Pyrroles/isolation & purification , Butyrates/isolation & purification , Propionates/chemistry , Spectrum AnalysisABSTRACT
AIM: To study the chemical constituents of Bletilla striata. METHODS: Various column chromatographies with silica gel and Sephadex LH-20 were employed for the isolation and purification. The structures of the compounds were elucidated on the basis of spectral analyses and chemical methods. RESULTS: Three compounds were isolated from the roots of Bletilla striata (Thunb.) Reichb. f. and identified as 5-hydroxy-4-(p-hydroxybenzyl)-3'-3-dimethoxybibenzyl (I), schizandrin (II), 4,4'-dimethoxy-(1,1'-biphenanthrene)-2,2',7,7'-tetrol (III). CONCLUSION: Compound I is a new bibenzyl derivative and II was isolated from this plant for the first time.